5-Cyclohexene-1,2,3,4-tetrol, 5-[(benzoyloxy)methyl]-, 1,2,4-triacetate 3-benzoate, [1R-(1alpha,2beta,3beta,4alpha)]-

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  • Identifiers

    CAS number
    134476-92-9

    Molecular formula
    C27H26O10

    SMILES
    CC(=O)O[C@@H]1C=C([C@@H]([C@H]([C@H]1OC(=O)C)OC(=O)C2=CC=CC=C2)OC(=O)C)COC(=O)C3=CC=CC=C3

    Safety labels

  • Odor profile

    Fragrance
    Odorless 64.94%
    Balsamic 40.89%
    Floral 26.09%
    Green 25.46%
    Herbal 25.15%
    Clean 22.89%
    Winey 21.19%
    Phenolic 20.29%
    Aromatic 19.77%
    Fruity 18.2%

     

    Flavor
    Bitter 61.09%
    Odorless 36.09%
    Fruity 33.1%
    Mild 27.25%
    Very mild 25.73%
    Bland 23.3%
    Grape 22.82%
    Aniseed 21.06%
    Orange flower 21.01%
    Sweet-like 20.97%

     

    Odor impact est.
    Low

  • Properties

    XLogP3-AA
    2.8

    pKa est.
    4.08 (weak acid)

    Molecular weight
    510.5 g/mol

    Vapor pressure est.

    • hPa @ 20°C
    • hPa @ 25°C

    Evaporation rate
    Ultra slow

    Boiling point est.
    452°C

    Flash point

    • 233.14 ˚C est.

  • Synonyms

    • 134476-92-9
    • 5-Cyclohexene-1,2,3,4-tetrol, 5-[(benzoyloxy)methyl]-, 1,2,4-triacetate 3-benzoate, [1R-(1alpha,2beta,3beta,4alpha)]-
    • 5-Cyclohexene-1,2,3,4-tetrol, 5-((benzoyloxy)methyl)-, 1,2,4-triacetate 3-benzoate, (1R-(1alpha,2beta,3beta,4alpha))-
    • RefChem:302724
    • DTXSID001111800
    • [(3R,4S,5R,6S)-3,4,6-Tris(acetyloxy)-5-(benzoyloxy)cyclohex-1-en-1-yl]methyl benzoate
    • 5-Cyclohexene-1,2,3,4-tetrol, 5-[(benzoyloxy)methyl]-, 1,2,4-triacetate 3-benzoate, [1R-(1I+/-,2I(2),3I(2),4I+/-)]-
    • 134476-92-9

  • Applications

    5-Cyclohexene-1,2,3,4-tetrol, 5-[(benzoyloxy)methyl]-, 1,2,4-triacetate 3-benzoate, [1R-(1alpha,2beta,3beta,4alpha)]- (CAS 134476-92-9) is primarily used as a chiral protected polyol building block in organic synthesis. In practice, it serves as an intermediate for pharmaceutical and agrochemical candidates, enabling selective functionalization of the polyol framework after deprotection. It is also evaluated for cosmetics/personal care applications as a precursor to more complex polyol-containing ingredients, and can function as a starting material for polymer and materials applications, including polyol segments in polyurethanes and related resins. Additional potential uses include serving as a stereochemically defined scaffold in research settings and as a versatile intermediate for further derivatization in fine chemical production, subject to local regulations and formulation limits.

    gpt-5-nano

  • Solubility @25˚C

    Solvent Solubility (g/L)
    ethanol 34.81
    methanol 43.33
    isopropanol 28.45
    water 0.28
    ethyl acetate 46.1
    n-propanol 32.99
    acetone 208.16
    n-butanol 21.5
    acetonitrile 63.47
    DMF 340.43
    toluene 6.78
    isobutanol 18.04
    1,4-dioxane 97.27
    methyl acetate 90.95
    THF 270.15
    2-butanone 117.09
    n-pentanol 17.63
    sec-butanol 28.25
    n-hexane 0.63
    ethylene glycol 12.04
    NMP 327.23
    cyclohexane 0.54
    DMSO 656.53
    n-butyl acetate 15.93
    n-octanol 5.32
    chloroform 96.49
    n-propyl acetate 24.31
    acetic acid 162.55
    dichloromethane 114.34
    cyclohexanone 110.1
    propylene glycol 15.91
    isopropyl acetate 20.01
    DMAc 549.03
    2-ethoxyethanol 75.58
    isopentanol 12.56
    n-heptane 0.34
    ethyl formate 45.13
    1,2-dichloroethane 68.12
    n-hexanol 5.76
    2-methoxyethanol 119.3
    isobutyl acetate 8.76
    tetrachloromethane 6.48
    n-pentyl acetate 11.38
    transcutol 65.38
    n-heptanol 5.01
    ethylbenzene 4.27
    MIBK 16.01
    2-propoxyethanol 41.07
    tert-butanol 21.81
    MTBE 17.89
    2-butoxyethanol 22.83
    propionic acid 67.13
    o-xylene 5.05
    formic acid 71.4
    diethyl ether 28.59
    m-xylene 2.6
    p-xylene 6.07
    chlorobenzene 14.39
    dimethyl carbonate 56.99
    n-octane 0.27
    formamide 113.33
    cyclopentanone 201.87
    2-pentanone 53.24
    anisole 19.9
    cyclopentyl methyl ether 32.41
    gamma-butyrolactone 227.16
    1-methoxy-2-propanol 70.76
    pyridine 78.05
    3-pentanone 53.15
    furfural 110.69
    n-dodecane 0.32
    diethylene glycol 31.84
    diisopropyl ether 3.0
    tert-amyl alcohol 22.22
    acetylacetone 73.48
    n-hexadecane 0.35
    acetophenone 26.47
    methyl propionate 66.36
    isopentyl acetate 11.52
    trichloroethylene 134.46
    n-nonanol 5.77
    cyclohexanol 18.38
    benzyl alcohol 21.59
    2-ethylhexanol 3.77
    isooctanol 3.76
    dipropyl ether 10.8
    1,2-dichlorobenzene 14.86
    ethyl lactate 20.13
    propylene carbonate 62.44
    n-methylformamide 129.72
    2-pentanol 11.23
    n-pentane 0.51
    1-propoxy-2-propanol 24.04
    1-methoxy-2-propyl acetate 23.63
    2-(2-methoxypropoxy) propanol 28.61
    mesitylene 1.3
    ε-caprolactone 85.83
    p-cymene 1.85
    epichlorohydrin 188.95
    1,1,1-trichloroethane 39.03
    2-aminoethanol 23.53
    morpholine-4-carbaldehyde 191.46
    sulfolane 298.95
    2,2,4-trimethylpentane 0.35
    2-methyltetrahydrofuran 86.13
    n-hexyl acetate 14.19
    isooctane 0.11
    2-(2-butoxyethoxy)ethanol 29.39
    sec-butyl acetate 12.42
    tert-butyl acetate 15.34
    decalin 0.5
    glycerin 33.21
    diglyme 68.57
    acrylic acid 73.58
    isopropyl myristate 5.84
    n-butyric acid 50.67
    acetyl acetate 31.95
    di(2-ethylhexyl) phthalate 8.85
    ethyl propionate 27.76
    nitromethane 346.78
    1,2-diethoxyethane 24.82
    benzonitrile 18.52
    trioctyl phosphate 5.64
    1-bromopropane 25.74
    gamma-valerolactone 229.68
    n-decanol 4.24
    triethyl phosphate 12.54
    4-methyl-2-pentanol 4.11
    propionitrile 37.58
    vinylene carbonate 62.1
    1,1,2-trichlorotrifluoroethane 106.88
    DMS 23.56
    cumene 2.54
    2-octanol 3.41
    2-hexanone 32.07
    octyl acetate 9.27
    limonene 2.78
    1,2-dimethoxyethane 117.22
    ethyl orthosilicate 10.49
    tributyl phosphate 8.11
    diacetone alcohol 28.92
    N,N-dimethylaniline 13.54
    acrylonitrile 54.41
    aniline 19.98
    1,3-propanediol 37.82
    bromobenzene 11.44
    dibromomethane 56.15
    1,1,2,2-tetrachloroethane 95.93
    2-methyl-cyclohexyl acetate 11.59
    tetrabutyl urea 14.92
    diisobutyl methanol 2.16
    2-phenylethanol 10.68
    styrene 5.98
    dioctyl adipate 13.65
    dimethyl sulfate 118.41
    ethyl butyrate 16.16
    methyl lactate 44.41
    butyl lactate 12.57
    diethyl carbonate 13.44
    propanediol butyl ether 16.15
    triethyl orthoformate 14.39
    p-tert-butyltoluene 1.51
    methyl 4-tert-butylbenzoate 19.52
    morpholine 120.57
    tert-butylamine 7.5
    n-dodecanol 3.18
    dimethoxymethane 136.08
    ethylene carbonate 48.92
    cyrene 44.21
    2-ethoxyethyl acetate 22.36
    2-ethylhexyl acetate 8.86
    1,2,4-trichlorobenzene 24.82
    4-methylpyridine 52.45
    dibutyl ether 8.7
    2,6-dimethyl-4-heptanol 2.16
    DEF 84.86
    dimethyl isosorbide 43.66
    tetrachloroethylene 52.59
    eugenol 18.4
    triacetin 25.31
    span 80 17.21
    1,4-butanediol 17.94
    1,1-dichloroethane 52.79
    2-methyl-1-pentanol 11.86
    methyl formate 111.04
    2-methyl-1-butanol 16.19
    n-decane 0.54
    butyronitrile 25.26
    3,7-dimethyl-1-octanol 4.09
    1-chlorooctane 3.21
    1-chlorotetradecane 1.41
    n-nonane 0.44
    undecane 0.4
    tert-butylcyclohexane 0.33
    cyclooctane 0.15
    cyclopentanol 35.94
    tetrahydropyran 57.88
    tert-amyl methyl ether 17.74
    2,5,8-trioxanonane 49.37
    1-hexene 4.12
    2-isopropoxyethanol 37.08
    2,2,2-trifluoroethanol 65.9
    methyl butyrate 35.35

    Scent© AI

1 4

IFRA standard 51

Recommendation
No restriction
Maximum acceptable concentrations in the finished product (%)
Category 1
Products applied to the lips
 No restriction Category 7A
Rinse-off products applied to the hair with some hand contact
 No restriction
Category 2
Products applied to the axillae
 No restriction Category 7B
Leave-on products applied to the hair with some hand contact
 No restriction
Category 3
Products applied to the face/body using fingertips
 No restriction Category 8
Products with significant anogenital exposure
 No restriction
Category 4
Products related to fine fragrance
 No restriction Category 9
Products with body and hand exposure, primarily rinse off
 No restriction
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
 No restriction Category 10A
Household care products with mostly hand contact
 No restriction
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
 No restriction Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
 No restriction
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
 No restriction Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
 No restriction
Category 5D
Baby Creams, baby Oils and baby talc
 No restriction Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
 No restriction
Category 6
Products with oral and lip exposure
 No restriction Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
 No restriction